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Compare 337 Vacation Homes in Southern Pines with updated reviews, rates, and availability.

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (70)
"Great place for a large group"
Large House w/ Private pool - perfect for Golfing Groups (12) beds

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (61)
"Enjoyed our stay with a great yard for the dog. Jim was an excellent host, he went above and beyond!"
The price is SAR 525
SAR 1,197 total
includes taxes & fees
3 Apr - 4 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines

Golf front home with 8 beds

9.8 out of 10, Exceptional, (135)
"Location was perfect for a few days in PH. Team was on a post tournament trip and this location was great. Full size pool table, ping pong and pinball games kept the boys occupied! "
Golf front home with 8 beds

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (129)
"Everything about the house was perfect. There is plenty of room, the layout is great for everyone having their own space, the backyard is amazing, location is great for quick store runs, honestly was just the perfect house for our stay! "
Pinehurst Vacation House w/ pool & (9) beds

New! Spacious 4 BD Golf Getaway with Game Room!

9.8 out of 10, Exceptional, (10)
"Nice location for a week of golfing in Pinehurst. "
New! Spacious 4 BD Golf Getaway with Game Room!

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (112)
"The property was like one of those VRBO commercials! It was spectacular! Look forward to going back!!!"
The price is SAR 1,831
SAR 4,820 total
includes taxes & fees
6 Apr - 7 Apr
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (43)
"Perfect place to spend time with our son."
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

9.6 out of 10, Exceptional, (8)
"Very good rental for golfers on a budget"
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (191)
"Easy booking and check in process! Home very comfortable; very slight smell of smoke but not bothersome! Central location in Pinehurst!!! Enjoyed very much!!"
Moonshine Cottage - Time to GOLF!

Ducks Landing Accommodations at Southern Pines Golf Course

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice apartment. Lots of space and amenities. Easy access to the Carolina horse park. Communication with rental firm was excellent. "
Ducks Landing Accommodations at Southern Pines Golf Course

4 Bedroom Pinehurst Home with Pool and Hot Tub

9.6 out of 10, Exceptional, (40)
"A great property- had everything we needed and we would absolutely stay again! "
4 Bedroom Pinehurst Home with Pool and Hot Tub

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (59)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

9.8 out of 10, Exceptional, (29)
"We had a great time! The house had space for everyone, was nicely updated and close to courses and restaurants. We would stay here again. "
The price is SAR 844
SAR 1,886 total
includes taxes & fees
6 Apr - 7 Apr
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10.0 out of 10, Exceptional, (38)
"Close to everything you need!"
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (26)
"My son and I stayed here for a multi-day golf trip. Was a perfect location, and great spot for us! Beds were super comfortable and kitchen well stocked. "
The price is SAR 368
SAR 804 total
includes taxes & fees
28 Mar - 29 Mar
Upstairs at the Estate - Across from SP Golf Club

Charming Downtown Cottage

9.8 out of 10, Exceptional, (37)
"The property was exactly as advertised. Very easy to walk to everything that we wanted to do in the area.If you’re a light sleeper, you may have issues with the train going by late night and the church bells 1st thing in the morning."
The price is SAR 559
SAR 1,164 total
includes taxes & fees
31 Mar - 1 Apr
Charming Downtown Cottage

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

9.8 out of 10, Exceptional, (37)
"We enjoyed a week long vacation with our pups. Our local contact was very responsive and helpful during arrival and check-out. Convenient location and comfortable furnishings with everything we needed for a great stay! "
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9

10.0 out of 10, Exceptional, (24)
"My first impression was how serene and peaceful the home and area were. I was in Pinehurst to bury my parents, so it was awesome to immediately feel relaxed and pampered. 2 of children and 3 of my grandchildren were with me….perfect place to enjoy each others’ company. Beds are super comfy. Kitchen well equipped (bring your own oil and seasonings other than salt and pepper. Coffee was provided! Shampoo, crème rinse, and body wash also provided. We sat on the deck with cocktails and...
Million Dollar View w/ 3 masters + Peloton on Pinehurst No. 9

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (78)
"Wonderful, spacious and convenient location to Pinehurst spa. It was great for the girl’s trip. We used every space inside, and all was great! Comfy beds and lovely interiors. The twin room is well-suited ideally for children. Loved the house and would stay again. "
The price is SAR 563
SAR 1,862 total
includes taxes & fees
30 Mar - 31 Mar
NEW! Pinehurst Eight Sleeps 10!

Peaceful Southern Pines Home w/ Pool + Yard!

9.4 out of 10, Exceptional, (31)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (61)
"Enjoyed our stay with a great yard for the dog. Jim was an excellent host, he went above and beyond!"
The price is SAR 525
SAR 1,197 total
includes taxes & fees
3 Apr - 4 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines

Loft Cottage on Ridge<br>? Short & Extended Stays?

9.8 out of 10, Exceptional, (17)
"Very cool, cozy place. Was just what we needed for a short getaway. "
The price is SAR 285
SAR 588 total
includes taxes & fees
8 Apr - 9 Apr
Loft Cottage on Ridge<br>? Short & Extended Stays?

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

10.0 out of 10, Exceptional, (11)
"This place is ideal for large group of golfers. Accommodations work for large groups interested in large group meals and plenty of places to hang-out and catch-up. The only drawback was no large screen TV( which we knew going into rental, so for us it was not a negative). We did not mind as the group was playing 36 holes of golf per day and re-connecting each evening."
The price is SAR 3,189
SAR 4,952 total
includes taxes & fees
28 Mar - 29 Mar
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.